tert-butyl (5-(((4S,4aS,7S)-7-(((2S)-1-((1-(benzylamino)-1-oxo-3-phenylpropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamoyl)-1-oxohexahydro-1H-pyrrolo[1,2-c][1,3]oxazin-4-yl)amino)-5-oxopentyl)carbamate | 1350520-04-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (5-(((4S,4aS,7S)-7-(((2S)-1-((1-(benzylamino)-1-oxo-3-phenylpropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamoyl)-1-oxohexahydro-1H-pyrrolo[1,2-c][1,3]oxazin-4-yl)amino)-5-oxopentyl)carbamate
• CAS: 1350520-04-5
• 化学式: C₃₉H₅₄N₆O₈
• 分子量: 734.893
• InChiKey: KJRSDKCOVJBVJB-YIKXWYBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  53.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  184.27
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (5-(((4S,4aS,7S)-7-(((2S)-1-((1-(benzylamino)-1-oxo-3-phenylpropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamoyl)-1-oxohexahydro-1H-pyrrolo[1,2-c][1,3]oxazin-4-yl)amino)-5-oxopentyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 生成 (4S,4aS,7S)-N-((S)-1-(1-(benzylamino)-1-oxo-3-phenylpropan-2-ylamino)-3-methyl-1-oxobutan-2-yl)-4-(5-guanidinopentanamido)-1-oxohexahydro-1H-pyrrolo[1,2-c][1,3]oxazine-7-carboxamide
  参考文献：
  名称：

  Synthesis of GSK3β mimetic inhibitors of Akt featuring a novel extended dipeptide surrogate

  摘要：

  Akt is a cardinal nodal point in PI3K signaling pathway and confers resistance to apoptosis through inactivation of regulatory substrates such as GSK3 beta. Efforts to inhibit the kinase activity of Akt have largely focused on targeting the ATP-binding domain of Akt. Here, we present the design and synthesis of conformationally constrained GSK3 beta mimics featuring a novel extended dipeptide surrogate core. This effort resulted in the identification of a novel substrate mimetic Akt inhibitor (11) with low micromolar activity in vitro (Akt1 IC50 = 3.1 mu M). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.079
• 作为产物：
  描述：

  在 盐酸 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.58h， 生成 tert-butyl (5-(((4S,4aS,7S)-7-(((2S)-1-((1-(benzylamino)-1-oxo-3-phenylpropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamoyl)-1-oxohexahydro-1H-pyrrolo[1,2-c][1,3]oxazin-4-yl)amino)-5-oxopentyl)carbamate
  参考文献：
  名称：

  Synthesis of GSK3β mimetic inhibitors of Akt featuring a novel extended dipeptide surrogate

  摘要：

  Akt is a cardinal nodal point in PI3K signaling pathway and confers resistance to apoptosis through inactivation of regulatory substrates such as GSK3 beta. Efforts to inhibit the kinase activity of Akt have largely focused on targeting the ATP-binding domain of Akt. Here, we present the design and synthesis of conformationally constrained GSK3 beta mimics featuring a novel extended dipeptide surrogate core. This effort resulted in the identification of a novel substrate mimetic Akt inhibitor (11) with low micromolar activity in vitro (Akt1 IC50 = 3.1 mu M). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.079